R. Sharma, K. Sharma, S. Dixit
Mar 22, 2010
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Influential Citations
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Journal
Oriental journal of chemistry
Abstract
. In view of potential biological activities of pyrazoles and arylazopyrazoles we report here in the synthesis of new 1-((N-benzoyl) 2,3-dichloro anilinomalonyl) 3,5- dimethyl- 4 -(unsubstituted/substituted phenylazo) pyrazoles. The present communication deals with the reaction of acetyl acetone with diazotised aromatic primary amine in presence of sodium acetate which furnished 2,4-diketo-3- (unsubstituted/substituted phenylazo) pentanes (I) which on treatment with ethyl-2-((N-benzoyl)2,3- dichloroanilido) acetohydrazide (II) in acetic acid medium resulted in the formation of 1-((N-benzoyl) 2,3-dichloro anilinomalonyl)3,5-dimethyl-4- (unsubstituted/substituted phenylazo) pyrazoles (5a-t) in varying yield 42-64% (Table-1). Antibacterial ABSTRACT 1-((N-benzoyl)2,3-dichloroanilinomalonyl)3,5-dimethyl-4-(unsubstituted/substituted phenylazo) pyrazoles have been synthesised in 42 to 64% yield, by the reaction of 2,4-diketo-3- (unsubstituted/ substituted phenylazo) pentanes with Ethyl-2-((N-benzoyl)2,3-dichloroanilido) acetohydrazide. Pyrazoles are brown and yellow colour solids, having high melting points. Identity of products has been established by elemental analysis and spectral data. Newly synthesized compounds(5a-t ) have been tested for their antibacterial activity against gram positive bacteria S.albus , S.aureus and gram negative bacteria E.Coli and Pseudomonas piosineus .The compound 5a,5c,5d,5e,5g and 5h shown significant activity and compound 5b,5f,5i,5j,5k,5n and 5p have shown moderate activity. The same compounds were tested for their antifungal activity against candida albicans, aspergillus niger and alternaria alternata at concentration of 30 mg/ml using sabouraud dextrose agar media. Compounds 5a,5c,5d,5g,5j,5m, and 5p were found to be moderately active against candida albicans and aspergillus niger. All the other compounds did not show significant activity against the fungi at the concentration used.